2025 Schedule

Activities

The Sycamore Pumpkin Festival Schedule that includes activities, food, vendors and local craft shows will be updated in September! To view last years schedule of events click Here

Wednesday – October 22nd

Thursday – October 23rd

  • Kiwanis Prayer Breakfast – United Methodist Church, 160 Johnson Avenue. 7 am to 9 am
  • Trick or Treat Event – Along State St. 4 pm to 6 pm. Hosted by the City of Sycamore.
  • Pumpkin Celebrations –  Sycamore Public Library, 103 E. State St. All things PUMPKIN! Crafts, games, treats and other fun. 4 pm to 8 pm
  • Shirt Sales by Rotaract – North Maple Street 4pm-9pm Preorder by October 15th to guarantee your shirt at https://stores.inksoft.com/2025_sycamore_pumpkin_fest/shop/home

Friday – October 24th

  • Teen Carnival – Sacramento & State. 3 pm to 10 pm ($35 unlimited ride special 4 pm to 8 pm)
  • Kiddie Carnival (Pre-5th Grade) – Somonauk & Elm. 3 pm to 10 pm ($35 unlimited ride special 4 pm to 8 pm)
  • Craft Show – United Methodist Church. 160 Johnson Ave. 11am-5:30pm.
  • Pumpkin Festival Flags – ABC Preschool, in front of Paulson Appliance. 9am – Noon.
  • Shirt Sales by Rotaract – North Maple Street 4pm-9pm Preorder by October 15th to guarantee your shirt at https://stores.inksoft.com/2025_sycamore_pumpkin_fest/shop/home
  • Owala Drink Tumblers – Bethel Girls Ministry in North Food Court

Saturday – October 25th

  • The Frog Lady (Sponsored by Syngenta)
    North Food Court, 11 am
  • Magician Rob Thompson (Sponsored by Leeward Renewable Energy)
    North Food Court, 1 pm
  • Performing Arts Academy (Sponsored by Syngenta)
    North Food Court, 2:30 pm
  • Owala Drink Tumblers – Bethel Girls Ministry in North Food Court

Regular Saturday Events

Teen Carnival (Sacramento & State) & Kiddie Carnival (Somonauk & Elm) – 12 noon to 10 pm ($30 unlimited ride special 12 noon to 4 pm / $35 unlimited ride special 5 pm to 9 pm)

Sycamore Rotary Pancake Breakfast  – St. Mary’s Parish Activity Center, 312 Waterman St. 7 am to 11 am

Dog Treats, Costumes, T-Shirts – Tails Humane Society, in front of Taxco. 9 am to 4 pm

Craft & Vendor Shows:

  • ACS/Cornerstone Campus, 355 N. Cross St. 9am-5pm
  • United Methodist Church. 160 Johnson Ave. 9am-4pm.
  • Sycamore Music Boosters Autumn Craft/Treasures Market 427 Spartan Trail 9am-5pm.

Giant Pumpkin Trophy Presentation – Sycamore Lions’ Club, Courthouse Lawn. 10 am

Historic Homes Tour – DeKalb County History Center
$25 per person. 10 am to 4 pm
Advance tickets can be reserved online at dekalbcountyhistory.org.  ALL participants must check in at the History Center, the day of the event, 1730 N. Main St.

Face Painting – Sycamore High Art Club, at the Kiddie Carnival. 10 am to 2 pm

Pumpkin 4-Person Golf Scramble – Sycamore Golf Course, 940 E. State St. 11 am Registration information (815) 895-3884

Pie-Eating Contest – Kiwanis Club, Courthouse Lawn. 4 pm

Sycamore Fire Buddies – T-shirts, sweatshirts, hats cups and stickers

Shirt Sales by Rotaract – North Maple Street 11am-9pm Preorder by October 15th to guarantee your shirt at https://stores.inksoft.com/2025_sycamore_pumpkin_fest/shop/home

Sunday – October 26th

Sycamore Chamber 10K Pumpkin Run – Sycamore Armory. Race Starts at 8:30 am at the  Sycamore Pumpkin Run

Shirt Sales by Rotaract – North Maple Street 11am-1pm Preorder by October 15th to guarantee your shirt at https://stores.inksoft.com/2025_sycamore_pumpkin_fest/shop/home

Owala Drink Tumblers – Bethel Girls Ministry in North Food Court

Craft & Vendor Shows: Sycamore Music Boosters Autumn Craft/Treasures Market 427 Spartan Trail 9am-2pm.

Teen Carnival (Sacramento & State) & Kiddie Carnival (Somonauk & Elm) – 12 noon to 5 pm ($30 unlimited ride special from 12 noon to 4 pm)

Opportunity House and Dirty Bird – 11am-3pm

Pumpkin Festival Parade – Somonauk – Elm – California – State & Main Streets.  Parade kicks off at 1 pm. Parade Map Sponsored by Ideal Industries, Sycamore Music Boosters, DeKalb Sycamore Chevy / Buick / GMC and Upstaging.

The DeKalb County Courthouse during Pumpkin Festival in downtown Sycamore with decorated pumpkins on the courthouse lawn.
Decorated pumpkins are a favorite at Sycamore Pumpkin Festival in Northern Illinois
Carnival rides and other activities at downtown Sycamore's Pumpkin Festival
Sycamore Pumpkin Festival parade banner and procession.

Food

Pretzels, Brats, Chili
Moose Lodge of Sycamore, In front of Moose Lodge.
Saturday & Sunday 8 am to 4 pm

Burger & Soup Luncheon
Bethel Assembly of God, 131 W. Elm
Saturday & Sunday 10 am to 5 pm

Pulled Pork & Turkey / Smoked Mac & Cheese
Sycamore Elks Club. Across from the Courthouse.
Saturday & Sunday 9:30 am to 5:30 pm

Food Booth
St. Mary’s Youth Ministry. In front of Blue Moon Bikes
Saturday & Sunday

Food Booth
St. Peter’s Church. 218 Somonauk,
Sunday Only 11 am to 3 pm

Loaded Baked Potatoes
Scouting America Troop. In front of American Family Insurance.
Saturday & Sunday 10 am to 5 pm

St. Mary's of Sycamore at Sycamore Pumpkin Festival selling loaded baked potatoes for patrons
Lions Food Trailer at downtown Sycamore's Pumpkin Festival

North Food Court




South Food Court

Pulled Pork, Brats & More
Knights of Columbus
State St. & S. Maple St.
Sat. 11 am to 6 pm
Sun. 10 am to 4 pm

Porkchop Sandwiches
DeKalb County Shrine Club.
State St. in front of PJ’s.
Saturday & Sunday 9 am to 5 pm

Rotaract Club of Sycamore
Pumpkin Custard & Frozen Cider

  • Thursday 5-7
  • Friday 5-9
  • Saturday 10-9
  • Sunday 10-4

Opportunity House & Dirty Bird

  • Sunday 11am-3pm

Vendors

ABC Preschool 
Pumpkin Festival Flags
In front of Paulson Appliance
Friday – 9 am to 12 noon
Saturday – 9 am to 4 pm

Kishwaukee Spec. Recreation Foundation
Koozies, Beanies & Candles
North Food Court

Rotaract Club of Sycamore
Pumpkin Festival T-Shirts & Sweatshirts
North Food Court

Royal Rangers 
Pumpkin Festival Buttons, Patches & Hats
In front of Blue Moon Bikes

Pumpkin festival schedule of vendors working downtown Sycamore

craft shows

ACS – Cornerstone Craft Show
355 N. Cross St.
Saturday – 9 am to 5 pm

Autumn Craft / Treasures Market 
Hosted by the Sycamore Music Boosters
Sycamore High School • Spartan Trail
Saturday – 9 am to 5 pm
Sunday – 9 am to 2 pm

United Methodist Church Craft Show 
Food and Free Parking Available
160 Johnson Ave.
Friday – 11 am to 5:30 pm 
Saturday – 9 am to 4 pm